This is an interesting theory that has a chance to work (maybe a trick one timer). I think the play of Russia could doom it from the beginning though as mentioned above. They may not see what your true intentions are (India) right from the beginning, but would certainly start bulking up to the south once the major is placed on Romania. We see some games where the Germans build like 3-4 transports in the Black Sea to assault Caucasus then on to the Mid East oil, but if you build 10 transports in the Black Sea I think the gig might be up. The thing is what can they do to stop it. UK could definitely (even unknowingly at first) mess-up your plans.
I was wondering that in the right situation if after building a major IC in Romania G1, say 7 transports in the Black sea on G2 to move slow moving units (probably a carrier to protect your transports), you then take Turkey G3 to unleash your transport fleet. Take Turkey with tanks and German inf walking down from Bulgaria plus air power and German amphib (G1 have inf/art in Berlin migrate towards Romania to load transports G3). Probably start building to def Berlin against inevitable Russian invasion at this point. Maybe have Italy clear Greece and strafe Turkey to preserve German units? With access to the Med G4 capture Egypt (if not already in Italian hands). Then through the Suez into the Mid East G5 (maybe even build an IC in Mid East for reinforcements?). G6 amphib India along with any faster moving units plowing through axis Turkey and the Luftwaffe. Both Italy & Japan might be able to aid with taking out road blocks, lending you ships to def your German navy, or air units to protect ground units or perform air sweeps etc….
Much would depend on when the US comes into play and where they spend their income (J2 or J3 attack). If when Turkey is attacked, the Germans could also kill/claim Sweden and set-up for Spain becoming allies.
Taking Sidney isn’t a cake walk either (they will see the transport fleet and pull in all resources), but with the full brunt of Japanese power it will probably fall (but I wouldn’t plan on having a lot of ground units left after the amphib). Once you kill off an Anz blocker ship J2 (and there will probably be one) the US is at war w/full income. If you go full force to Caroline Isle though, they will most likely back off the smaller the US fleet to San Fran giving you some time before they come at you full force. The Germans attacking Turkey G3 may confuse them though, and they could make some mistakes not seeing the strict neutrals come into play very often.
I’d say it’s probably easier to have Japan help with a VC win on the Euro side. Look like they are going full India crush, then side step India too migrate into the Mid East with intentions of taking Egypt, and maybe Stalingrad.
BTW this is also the reason that I don’t like how you can get a VC win on Pac (6 VC), and Europe (8 VC) because it generally involves an axis power completely selling out their side of the board to help their partner win on the other. Either the Japanese air strike Moscow to soften them up, losing the entire Japanese air force. Not caring if you just sacrificed your fleet because your buddy is going to win the game etc… So unhistorical it makes me LOL. With that said though, both the Japanese and Germans had their eye on the Jewel of the Commonwealth Empire (India). They even had some join ventures planned early in the war. Including a German (spy’s) led government coup to spark a revolution, aided by a Japanese naval blockade/invasion (thinking was that India itself wanted to be free of their suppressors). The Japanese infighting with-in changed their mind (ships were turn back), and decided to go island hopping instead. Although India fought very effectively for the Commonwealth, there were many POWs from the African campaigns that tuned to the dark side.