What is really happening when Christians break bread and drink wine to remember Christ's death until He comes back?

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Where they placed him being offered vinegar, fruit of the vine, in their timelines is different. So, the most plausible reasoning is that HJe was offered it thrice.

It certainly isn't applying my reasoning to the crucifixion to advocate there needs to have been four crucifixions to fit the four crucifixion accounts into one timeline.

I believe your reasoning is very flawed.