Hello.
Complete sequence from vmware.log of that vm:
"
2019-04-08T09:21:22.659Z| vmx| I125: VigorTransportProcessClientPayload: opID=VmToolsActionResolver-applyOnMultiEntity-74272-ngc:70012224-a9-fd-71ae seq=136226: Receiving ToolsInstallManager.Install request.
2019-04-08T09:21:22.659Z| vmx| I125: TOOLS INSTALL entering BEGINNING state.
2019-04-08T09:21:22.661Z| vmx| I125: ToolsISO: Using cached imageName 'windows.iso' for 'windows9srv-64' (refreshCount=3, lastCount=3).
2019-04-08T09:21:22.661Z| vmx| I125: ToolsISO: Selected Tools ISO 'windows.iso' for 'windows9srv-64' guest.
2019-04-08T09:21:22.865Z| vmx| I125: TOOLS INSTALL Attempting auto-upgrade.
2019-04-08T09:21:22.865Z| vmx| I125: TOOLS installed legacy version 10309, available legacy version 10338
2019-04-08T09:21:22.865Z| vmx| I125: TOOLS manifest update status is 3
2019-04-08T09:21:22.865Z| vmx| I125: TOOLS can be autoupgraded.
2019-04-08T09:21:22.865Z| vmx| I125: TOOLS INSTALL Launching auto-upgrader with args "".
2019-04-08T09:21:22.865Z| vmx| I125: TOOLS INSTALL autoupgrading old tools.
2019-04-08T09:21:22.865Z| vmx| I125: ToolsISO: Using cached imageName 'windows.iso' for 'windows9srv-64' (refreshCount=3, lastCount=3).
2019-04-08T09:21:22.865Z| vmx| I125: ToolsISO: Selected Tools ISO 'windows.iso' for 'windows9srv-64' guest.
2019-04-08T09:21:22.882Z| vmx| I125: FILE:open error on /vmfs/volumes/56b9c7ea-ddd95974-e79b-0017a477042c/packages/vmtoolsRepo/vmtools/windows.iso: Operation not permitted
2019-04-08T09:21:22.882Z| vmx| I125: Cannot open ISO image with upgrader binaries.
2019-04-08T09:21:22.882Z| vmx| I125: TOOLS INSTALL entering IDLE state.
2019-04-08T09:21:22.882Z| vmx| A100: ConfigDB: Setting toolsInstallManager.updateCounter = "14"
2019-04-08T09:21:22.887Z| vmx| A100: ConfigDB: Setting extendedConfigFile = "PCSCHEMATICLIC.vmxf"
2019-04-08T09:21:22.887Z| vmx| A100: ConfigDB: Setting toolsInstallManager.lastInstallError = "21009"
2019-04-08T09:21:22.887Z| vmx| I125: Vix: [vigorCommands.c:993]: VigorToolsInstallManagerCommandCallback: toolInstallErr = 12
2019-04-08T09:21:22.887Z| vmx| I125: VigorTransport_ServerSendResponse opID=VmToolsActionResolver-applyOnMultiEntity-74272-ngc:70012224-a9-fd-71ae seq=136226: Completed ToolsInstallManager request with messages.
2019-04-08T09:21:22.887Z| vmx| A100: ConfigDB: Setting toolsInstallManager.lastInstallError = "21009"
2019-04-08T09:21:22.887Z| vmx| I125: TOOLS INSTALL entering IDLE state.
2019-04-08T09:21:22.887Z| vmx| A100: ConfigDB: Setting toolsInstallManager.updateCounter = "15"
2019-04-08T09:21:22.893Z| vmx| A100: ConfigDB: Setting extendedConfigFile = "PCSCHEMATICLIC.vmxf"
2019-04-08T09:21:22.893Z| vmx| A100: ConfigDB: Setting toolsInstallManager.lastInstallError = "21009"
"
I mounted the ISO file window.iso and ran setup64.exe. It removed the old and installs the new. Unfortunenately it didn't upgrade the NSX drives but uninstalled them so I had to re-install those two afterwards. I ran setup64.exe. Maybe I should have run VMwareToolsUpgrader but anyway: Why does the upgrade not work?
/Peter
Did you ever get this resolved?