The giant list of obstacles to male pregnancy was probably me. There are so many problems with it, it's hard to even know where to start.
As we are all probably aware by now, surgeons are often (statistically, not rhetorically!) actual psychopaths. They think every single issue can be solved with a knife. In this case, it just can't. Even if you found the perfect pair of male and female trannies who were already on immunosuppressants, carved out their bottom sections and swapped them around, there is - for example - no way to ensure that a female brain, with no Y chromosome, would "know" how to maintain foreign organs that didn't belong there. There would be no way to force a male brain, whose placentogenesis pathway had been turned off from the Y chromosome at conception, to form a placenta. The problems are literally too numerous to list, but Dr. Surgeon's Gonna Play God over here thinks he can just fix it all with a scalpel.
Mt Sinai or not, there is a huge difference between having a plan for a feasible procedure, and a psycho giving a theoretical presentation at grand rounds to get attention. While this guy may actually believe he has godlike powers to change sex with a knife, he doesn't.