I suppose he might have known that his trip to China would be viewed as grotesque and might cause people to think longer and harder about their attitudes toward the place, but I don't think so; just mischief and perhaps senile incomprehension.
This place
http://xrrf.blogspot.com/2011/04/dylan-keeps-chinese-government-happy-at.html is good on it, and on lots of other things.
This comment on the Spectator's approval is neat, too -
Robin Carmody said...
Hard to work out who it would have seemed most unlikely for the Spectator to defend in 1966: Bob Dylan or the Chinese state. The fact that it now defends both in one go does rather sum up how much all three embody the worst of all worlds.