A Stanley Cup before Thornton and Marleau retire.
This is correct. We need a Stanley Cup ASAP. So before you make any offer, keep that in mind. We don't need prospects or picks, we need players that can help us win now.
Because of that, I don't think the Habs and Sharks make good trading partners. Add to that that not many players on the Habs interest me:
Price (we'd need to ship a couple of contracts back to fit him under the cap),
Weber (you'd need to retain so we could fit him on the team),
Galchenyuk,
Patches (with a big plus) but I wouldn't take him as the centerpiece of a Vlasic trade.
Some of your prospects are interesting but I'm not interested in prospects for Vlasic
Even Galchenyuk plus Sergachev would give me pause bc I think trading Vlasic for Galchenyuk (plus) would make us at least a bit worse this year and this year (and every remaining year that he's still good) might be the last year Jumbo is good. Galchenyuk might eventually replace Joe but, unless he improves a lot this year, he's not doing it now. From that list, I think the Habs would only be interested in trading Patches which wouldn't work at all from the Sharks' POV.
In short: anything that I'd consider from the Habs would probably piss off most Habs' fans.