I'm asking now in case I run into issues late tonight when I get a chance to put this in my Dr Who. I'll have some answers at hand hopefully.
http://www.marcospecialties.com/pinball-parts/565-0029-01
The picture for the kit shows 2 compression rings and no roll pin, but the kit came correct.
Looking at it, I'm figuring spring over the tip of the plunger, plastic cup next. roll pin through the holes. I definitely don't know how the compression ring fits in just by looking. My plunger and cup was all hacked up and I'm just looking to make things nice.