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Robert Goulet DIANA ROSS I don't ever recall Diana Ross singing Impossible Dream, but I do recall it being done by Robert Goulet as well as Perry Como and Frank Sinatra. However, I believe Goulet's version is the most famous. CORRECT ANSWER: This song was made famous by the late Robert Goulet. It is from the Man from La Mancha Theatrical production. No one sang it like Robert

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Q: Who sings the song 'Impossible Dream'?
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