I had this exact same issue with Xcode 14. It worked for the first time after downloading but I keep getting the download prompt after a day .What worked in my case is I have deleted the existing Watch OS 9.0 from Xcode ->Preferences -> Platforms.Then deleted derived folder.Quit Xcode and launched it back and then tried to build and upon getting this watch OS 9.0 download pop up again,I have downloaded it again. This worked.
Anila_Kasturi
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