If you are going to boost the shit out of it (and many will disagree with me on this), but I would go with a c1 motor and eliminate the VTEC with some high lift cams or a stroker kit (bring on the flame). A c5 will have too high of compression and a b1 isn't strong enough to handle the boost without dumping a lot of money into it (enough $$ to buy a c1 stock-boy).
Trans... Well, I have an LS trans on a GSR motor with a GSR clutch because I highway race so I want the higher top speed not so much the low end giddy-up. If you plan on circuit racing, go with the GSR trans with a 4 or 6 pad clutch (stage 3 and stage 2 respectively) so you can git her going after the apex.
Tell you what, my low end acceleration could use help, but I might go with a throttle position sensing setup to fire up a 50 shot at WOT to fix this cuz I like my LS trans too much.