No he shouldn't,
but Prices contract with inflation would be 255 million.
While the truth is still cloudy, its' implied that Bregmans market is thin and he's probably going to be one of those guys who should have taken the extension. Even if that's not 100% accurate I doubt he's getting anything close to $255 million, I doubt he even comes very close to $200.
Breslow knows the only other bidders out there are Detroit and Toronto. No one wants to go to Toronto, and Detroit is probably the worse ballpark for his bat.
With Campbell waiting in the wings and other depth options such as Grissom, Hamilton, Rafaela, and Mayer I highly doubt Boston is going to bid against themselves.
I'm not saying Boston is going to sign Bregman, but I feel fairly confident that if they do, it will be for significantly less than 200 million. Call it something in the 100-140 range.