diff --git a/src/installer/tests/HostActivation.Tests/FrameworkResolution/ComplexHierarchies.cs b/src/installer/tests/HostActivation.Tests/FrameworkResolution/ComplexHierarchies.cs
new file mode 100644
index 0000000000000..9a474ba7de7c0
--- /dev/null
+++ b/src/installer/tests/HostActivation.Tests/FrameworkResolution/ComplexHierarchies.cs
@@ -0,0 +1,83 @@
+// Licensed to the .NET Foundation under one or more agreements.
+// The .NET Foundation licenses this file to you under the MIT license.
+
+using Microsoft.DotNet.Cli.Build;
+using Microsoft.DotNet.Cli.Build.Framework;
+using System;
+using Xunit;
+
+namespace Microsoft.DotNet.CoreSetup.Test.HostActivation.FrameworkResolution
+{
+    public class ComplexHierarchies :
+        FrameworkResolutionBase,
+        IClassFixture<ComplexHierarchies.SharedTestState>
+    {
+        private SharedTestState SharedState { get; }
+
+        public ComplexHierarchies(SharedTestState sharedState)
+        {
+            SharedState = sharedState;
+        }
+
+        public class SharedTestState : SharedTestStateBase
+        {
+            public TestApp FrameworkReferenceApp { get; }
+
+            public DotNetCli DotNetWithMultipleFrameworks { get; }
+
+            public SharedTestState()
+            {
+                DotNetWithMultipleFrameworks = DotNet("DotNetWithMultipleFrameworks")
+                    .AddMicrosoftNETCoreAppFrameworkMockHostPolicy("5.1.1")
+                    .AddFramework("MiddleWare", "2.1.2", runtimeConfig =>
+                        runtimeConfig.WithFramework(MicrosoftNETCoreApp, "5.1.1"))
+                    .AddFramework("SerializerWare", "3.0.1", runtimeConfig =>
+                        runtimeConfig
+                            .WithFramework(MicrosoftNETCoreApp, "5.1.0")
+                            .WithFramework("MiddleWare", "2.1.0"))
+                    .AddFramework("OMWare", "7.3.1", runtimeConfig =>
+                        runtimeConfig
+                            .WithFramework(MicrosoftNETCoreApp, "5.1.0")
+                            .WithFramework("MiddleWare", "2.1.0"))
+                    .Build();
+
+                FrameworkReferenceApp = CreateFrameworkReferenceApp();
+            }
+        }
+
+        [Fact]
+        public void TwoAppFrameworksOnTopOfMiddleWare()
+        {
+            RunTest(
+                runtimeConfig => runtimeConfig
+                    .WithFramework(MicrosoftNETCoreApp, "5.1.0")
+                    .WithFramework("MiddleWare", "2.1.0")
+                    .WithFramework("SerializerWare", "3.0.1")
+                    .WithFramework("OMWare", "7.3.1"))
+                // https://github.com/dotnet/runtime/issues/71027
+                // This should pass just fine and resolve all frameworks correctly
+                // Currently it fails because it does resolve frameworks, but incorrectly
+                // looks for hostpolicy in MiddleWare, instead of Microsoft.NETCore.App.
+                .Should().Fail().And.HaveStdErrContaining("hostpolicy");
+                //.ShouldHaveResolvedFramework(
+                //    MicrosoftNETCoreApp, "5.1.1")
+                //.And.HaveResolvedFramework("MiddleWare", "2.1.")
+                //.And.HaveResolvedFramework("SerializerWare", "3.0.1")
+                //.And.HaveResolvedFramework("OMWare", "7.3.1");
+        }
+
+        private CommandResult RunTest(
+            Func<RuntimeConfig, RuntimeConfig> runtimeConfig,
+            Action<DotNetCliExtensions.DotNetCliCustomizer> customizeDotNet = null,
+            bool rollForwardToPreRelease = false)
+        {
+            return RunTest(
+                SharedState.DotNetWithMultipleFrameworks,
+                SharedState.FrameworkReferenceApp,
+                new TestSettings()
+                    .WithRuntimeConfigCustomizer(runtimeConfig)
+                    .WithDotnetCustomizer(customizeDotNet)
+                    .WithEnvironment(Constants.RollForwardToPreRelease.EnvironmentVariable, rollForwardToPreRelease ? "1" : "0"));
+        }
+    }
+}