diff --git a/eng/pipelines/pr-breaking-check.yml b/eng/pipelines/pr-breaking-check.yml
new file mode 100644
index 0000000000..0e3716c9f1
--- /dev/null
+++ b/eng/pipelines/pr-breaking-check.yml
@@ -0,0 +1,94 @@
+trigger: none
+
+resources:
+  repositories:
+    - repository: azure-rest-api-specs
+      type: github
+      name: Azure/azure-rest-api-specs
+      endpoint: azure
+    - repository: azure-sdk-tools
+      type: github
+      name: Azure/azure-sdk-tools
+      endpoint: azure
+
+stages:
+  - stage: Build_and_Validate
+    jobs:
+      - job: Validate_generated_swagger
+        pool:
+          name: azsdk-pool-mms-ubuntu-2004-general
+          vmImage: ubuntu-20.04
+        steps:
+          # Step 1: Build TypeSpec
+          - checkout: self
+            submodules: true
+          - template: /eng/pipelines/templates/install.yml
+            parameters:
+              nodeVersion: "18.x"
+              workingDirectory: $(Build.SourcesDirectory)/typespec-azure
+          - script: pnpm run build
+            displayName: Build
+            workingDirectory: $(Build.SourcesDirectory)/typespec-azure
+
+          #Step 2: Update swagger by TypeSpec in Step 1
+          - checkout: azure-rest-api-specs
+            fetchDepth: 1
+          - pwsh: |
+              $packageJson = Get-Content -Raw "package.json" | ConvertFrom-Json -AsHashtable
+
+              $packageJson.devDependencies["@azure-tools/typespec-autorest"] = "file:$(Build.SourcesDirectory)/typespec-azure/packages/typespec-autorest"
+              $packageJson.devDependencies["@azure-tools/typespec-azure-core"] = "file:$(Build.SourcesDirectory)/typespec-azure/packages/typespec-azure-core"
+              $packageJson.devDependencies["@azure-tools/typespec-azure-portal-core"] = "file:$(Build.SourcesDirectory)/typespec-azure/packages/typespec-azure-portal-core"
+              $packageJson.devDependencies["@azure-tools/typespec-azure-resource-manager"] = "file:$(Build.SourcesDirectory)/typespec-azure/packages/typespec-azure-resource-manager"
+              $packageJson.devDependencies["@azure-tools/typespec-client-generator-core"] = "file:$(Build.SourcesDirectory)/typespec-azure/packages/typespec-client-generator-core"
+              $packageJson.devDependencies["@azure-tools/typespec-azure-rulesets"] = "file:$(Build.SourcesDirectory)/typespec-azure/packages/typespec-azure-rulesets"
+              $packageJson.devDependencies["@typespec/compiler"] = "file:$(Build.SourcesDirectory)/typespec-azure/core/packages/compiler"
+              $packageJson.devDependencies["@typespec/http"] = "file:$(Build.SourcesDirectory)/typespec-azure/core/packages/http"
+              $packageJson.devDependencies["@typespec/openapi"] = "file:$(Build.SourcesDirectory)/typespec-azure/core/packages/openapi"
+              $packageJson.devDependencies["@typespec/openapi3"] = "file:$(Build.SourcesDirectory)/typespec-azure/core/packages/openapi3"
+              $packageJson.devDependencies["@typespec/rest"] = "file:$(Build.SourcesDirectory)/typespec-azure/core/packages/rest"
+              $packageJson.devDependencies["@typespec/versioning"] = "file:$(Build.SourcesDirectory)/typespec-azure/core/packages/versioning"
+
+              $packageJson | ConvertTo-Json -Depth 100 | Out-File -Path "package.json" -Encoding utf8 -NoNewline -Force
+            displayName: "Update package.json in azure-rest-api-specs"
+            workingDirectory: $(Build.SourcesDirectory)/azure-rest-api-specs
+          - script: npm install
+            displayName: Install updated TypeSpec dependencies
+            workingDirectory: $(Build.SourcesDirectory)/azure-rest-api-specs
+          - pwsh: ./eng/scripts/TypeSpec-Generate-Swagger.ps1 -CheckAll
+            displayName: "Generate all swagger files"
+            workingDirectory: $(Build.SourcesDirectory)/azure-rest-api-specs
+          - pwsh: |
+              git restore package.json
+              git restore package-lock.json
+            displayName: Discard versions change
+            workingDirectory: $(Build.SourcesDirectory)/azure-rest-api-specs
+
+          # Step 3: Create PR
+          - checkout: azure-sdk-tools
+            fetchDepth: 1
+          - template: /eng/common/pipelines/templates/steps/git-push-changes.yml@azure-sdk-tools
+            parameters:
+              BaseRepoBranch: auto-update-swagger-$(Build.BuildNumber)
+              BaseRepoOwner: azure-sdk
+              CommitMsg: Update swagger with TypeSpec built from $(Build.BuildNumber)
+              TargetRepoOwner: Azure
+              TargetRepoName: azure-rest-api-specs
+              WorkingDirectory: $(Build.SourcesDirectory)/azure-rest-api-specs
+              ScriptDirectory: $(Build.SourcesDirectory)/azure-sdk-tools/eng/common/scripts
+          - task: PowerShell@2
+            displayName: Create pull request
+            inputs:
+              pwsh: true
+              filePath: $(Build.SourcesDirectory)/azure-sdk-tools/eng/common/scripts/Submit-PullRequest.ps1
+              arguments: >
+                -RepoOwner "Azure"
+                -RepoName "azure-rest-api-specs"
+                -BaseBranch "main"
+                -PROwner "azure-sdk"
+                -PRBranch "auto-update-swagger-$(Build.BuildNumber)"
+                -AuthToken "$(azuresdk-github-pat)"
+                -PRTitle "Swagger Regen Preview from TypeSpec built from $(Build.BuildNumber)"
+                -PRBody "Swagger Regen Preview from TypeSpec built from $(Build.BuildNumber)"
+                -OpenAsDraft $true
+                -PRLabels "Do Not Merge"
diff --git a/eng/pipelines/templates/install.yml b/eng/pipelines/templates/install.yml
index da7647b03f..ef85f84ad0 100644
--- a/eng/pipelines/templates/install.yml
+++ b/eng/pipelines/templates/install.yml
@@ -6,6 +6,9 @@ parameters:
   - name: pnpmStorePath
     type: string
     default: $(Pipeline.Workspace)/.pnpm-store
+  - name: workingDirectory
+    type: string
+    default: $(Build.SourcesDirectory)
 steps:
   - task: UseDotNet@2
     inputs:
@@ -19,7 +22,7 @@ steps:
 
   - task: Cache@2
     inputs:
-      key: 'pnpm | "$(Agent.OS)" | pnpm-lock.yaml'
+      key: 'pnpm | "$(Agent.OS)" | ${{ parameters.workingDirectory }}/pnpm-lock.yaml'
       path: ${{ parameters.pnpmStorePath }}
     displayName: Cache pnpm store
   - script: |
@@ -40,6 +43,8 @@ steps:
   - script: pnpm install
     displayName: Install JavaScript Dependencies
     retryCountOnTaskFailure: 3
+    workingDirectory: ${{ parameters.workingDirectory }}
 
   - script: dotnet restore core/packages/typespec-vs
     displayName: Restore .NET Dependencies
+    workingDirectory: ${{ parameters.workingDirectory }}