You won't have a problem with ATC, everyone will speak English sufficiently well.
Where you will have a problem is ground handling. It is essential that you make advance arrangements for a local handler to facilitate your fuel stops, night stops, flight plan filing, that kind of stuff.
I have made many intercontinental ferry flights in small turboprops (Twin Otters) from North America to Asia & the Pacific via Russia, transiting Anadyr, Magadan, then on to Khabarovsk or Vladivostok and further south through North Korean airspace. Never had a problem - but, I always used a local handler at each stop. Even after making a dozen landings at the same Russian airport, I'd still make darn sure I had a handler.
To try and make a flight such as you have described without using a facilitator to organize the trip & make sure you have handlers at each stop along the way would be foolish.