Can I sequence Twilight Drover triggers to get around an overloaded Cyclonic Rift?
No, this does not work
The key problem with your plan is that Cyclonic Rift will bounce the Twilight Drover as well as the tokens, at the same time before you're allowed to respond.  Meaning that even though the counter generating triggers go onto the stack and resolve they won't actually do anything (the Drover is gone), and for the same reason you won't be able to activate the drover's ability.
As a general rule, it's impossible to activate the ability of a creature on the battlefield to produce a token that will survive the same wrath that kills the creature with the token producing ability. Either you activate it before the wrath resolves (possibly in response) and the new token dies too, or the wrath resolves first and you then can't activate the ability because the creature with the ability is gone.