I have added tahoe-lafs to pkgsrc, which runs on macs, and have successfully built it on 10.6. But, each dependency is packaged, and using the download/install autodep resolution feature is avoided.
One thing to be careful about (which at least pkgsrc does for you) is the i386 vs amd64 ABIs. OSX 10.6 is a curious mix where many things are amd64 code. But 'uname -a' reports i386, or something confused like that. For reasons I don't quite recall, pkgsrc chooses to build everything for i386 (with -m32 to gcc), to avoid instruction set confusion. This is probably not your problem, but could be related.
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