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Google's translation is not wrong, but the original phrase is too convoluted... I would translate it as "debería haber estado vigilada". DeepL translate it as

• Symbiote 5y ago
  > too convoluted It's a sentence that would typically be spoken rather than written, but it's only a step beyond "you would have had to have been there", which has genuine occurrences in Google Search. https://www.google.com/search?q=%22You+would+have+had+to+have+been+there%22+-English https://www.google.com/search?q=%22You+would+have+had+to+hav...
  • cptsmrk 5y ago
    Which is also funny, because it's apparently convoluted enough in English to have us regularly shorten it to "you had to be there" (which sounds correct, even though I'm fairly sure it's ungrammatical.