I'm running Scoop fine on OSX 10.2 - in fact, I used it to develop my first "official" patch, a little tweak to add a "make main" checkbox to the poll editor so you can create a poll and make it main in one step (or edit one and make it not main).
You have to build Apache with mod_perl compiled statically. I had a week of misery trying to track down segfaults with it built as a DSO. Do not, do not, do not.
I use Fink and the stock Apple Perl 5.6.0, warts and all. I believe I installed expat from source, and had to tell a few Perl modules where it was. Post questions if you have them and I'll see what I can find in my build logs. It's great to have Scoop running on my powerbook.