Since this is the "General Trek Section", not the TOS section, I'm not going to imagine the Kirk era Enterprise in particular.
Also...so what happened here? The Party somehow took hold of an *entire starship crew* (?!) and brainwashed them all into being good citizens and then they put them on their ship to take over the Federation?
I don't think hat would be their course of action. Once they hear of this giant, vastly powerful space empire (the Federation) where many of the tools the Party uses to control the population have been eradicated I think the biggest interest of the Party would be to deny its existence and prevent any information or rumor about it from reaching the public. And to get the Federation to leave them alone. If anything they might spread word that the Ministry of Truth has unmistakably concluded that life on other planets is an impossibility.
But assuming this, somehow, happens. They somehow have taken over a Federation vessel and, somehow, brainwashed it's entire crew into loving Big Brother and send them out on a completely futile quest to convert other planets to their way of thinking.
Well, once they have a warp vessel, they aren't a pre-warp civilization anymore, are they? Plus the ship would be stolen Federation property and filled with kidnapped/brainwashed federation citizens, so it would very much be the Federations business, Prime Directive doesn't protect here anymore.
Regardless of which Enterprise they encounter it would probably be pretty similar to the Enterprise interacting with a Romulan, or TOS era Klingon vessel, with the only added complication being that they'd try to save as many of the brainwashed crew as possible.
They might do a covert operation afterwards to make sure Oceania has not the needed information to create more warp ships (not likely anyway, considering how terribly Oceania is run, let alone their probable inability to find/educate people to re-enigneer and fly it) and then leave them alone, probably (especially Picard's Enterprise) since they'd feel it's not their call to decide how the Oceania planet should develop.
Possibly Archer's Enterprise would be in the biggest trouble, since there weren't many other Earth vessels around during that time and the Federation didn't exist yet, so the Party would be at its boldest here, and might actually try to expand into space (again, assuming they manage, which, again, I find unlikely)
Also...so what happened here? The Party somehow took hold of an *entire starship crew* (?!) and brainwashed them all into being good citizens and then they put them on their ship to take over the Federation?
I don't think hat would be their course of action. Once they hear of this giant, vastly powerful space empire (the Federation) where many of the tools the Party uses to control the population have been eradicated I think the biggest interest of the Party would be to deny its existence and prevent any information or rumor about it from reaching the public. And to get the Federation to leave them alone. If anything they might spread word that the Ministry of Truth has unmistakably concluded that life on other planets is an impossibility.
But assuming this, somehow, happens. They somehow have taken over a Federation vessel and, somehow, brainwashed it's entire crew into loving Big Brother and send them out on a completely futile quest to convert other planets to their way of thinking.
Well, once they have a warp vessel, they aren't a pre-warp civilization anymore, are they? Plus the ship would be stolen Federation property and filled with kidnapped/brainwashed federation citizens, so it would very much be the Federations business, Prime Directive doesn't protect here anymore.
Regardless of which Enterprise they encounter it would probably be pretty similar to the Enterprise interacting with a Romulan, or TOS era Klingon vessel, with the only added complication being that they'd try to save as many of the brainwashed crew as possible.
They might do a covert operation afterwards to make sure Oceania has not the needed information to create more warp ships (not likely anyway, considering how terribly Oceania is run, let alone their probable inability to find/educate people to re-enigneer and fly it) and then leave them alone, probably (especially Picard's Enterprise) since they'd feel it's not their call to decide how the Oceania planet should develop.
Possibly Archer's Enterprise would be in the biggest trouble, since there weren't many other Earth vessels around during that time and the Federation didn't exist yet, so the Party would be at its boldest here, and might actually try to expand into space (again, assuming they manage, which, again, I find unlikely)