Bart, I think the original experiment you were trying to do
(compiling Python with tcc) would be much more easily performed
on Linux than Windows. Have you considered trying that?
Configure and compile it for Linux using gcc first, then
set CC=tcc and try to compile it again. If you're lucky,
you won't have to fix too many things before it works.
You may find it's still not easy, but at least you won't
be fighting against a programmer-hostile system before
even getting started.