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It sounds like the generator's governor response is seeing that when it is connected frequency is increasing so it is shoving it down to zero and for some reason that governor is dominating the response.

One thing you might be able to try (never done it before so idk if it works) is setting the governor of that machine out of service before introducing it back online. Let the other machines ramp their power outputs down some, then put the governor in service. This would be akin to putting the generator in manual mode while connecting it and then switching it to automatic mode.