The idea behind WindowsSupport.h is that it's in the source directory so that windows.h'isms don't leak out into the larger LLVM project. To that end, any symbol that references a symbol from windows.h must be in this private header, and not in a public header.
However, we had some useful utility functions in WindowsSupport.h which have no dependency on the Windows API, but still only make sense on Windows. Those functions should be usable outside of Support since there is no risk of causing a windows.h leak. Although this introduces some #define logic in some header files, It's not too egregious and it's better than the alternative of duplicating a ton of code.