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 How well does the setup room transfer the rigging to Anastasia?  If it does a decent job of it (I know its incredibly good with Antonia) then you can use WW to just shape the garmetn correctly without re-grouping or rigging it.  You can then export the shape as a morph target which should be distributable(?).  Then its just an easy run through the setup room to make it conform.. if it works very well that is..

Does that all sound right?  or Am I missing something?

The setup room autogrouping doesn't work on pants, at least not for me. I modelled a simple pair of pants and after the setup room's grouping they looked like the split pants Chinese toddlers wear. :) The autogrouping didn't pick up the very thin strip of the hip group in the back.