This guy’s ideology and associations seem to fit in with the End Times Pope.
I think you're imagining or reading in to it your own biases. He's not my favorite but nothing like you claim.
No, it was the first hundred or so. There was no need to alter the last hundred by whoever did it because they did it to insert their own candidate in the 1500s. They didn't know what the last hundred meant so they left them as is. They changed the one in their time to say a pope would come from the "old city". It didn't work, he lost anyway.
Who knows what the first hundred said.
At any rate, the Old and New Testament was God's Word, and anything after that you gotta watch out because it may be demons playing tricks. That being said, they hit at least the last 3 spot on. Before Benedict was elected, Malachy sites called the name he would take beforehand, and they were right, because of the tie between "Benedict" and olives.