Which of these celebrity product endorsement deals actually happened but was considered highly unusual or unexpected at the time it was announced?

Celebrity endorsements can make or break a product's success. Some celebrity-brand partnerships become iconic, while others are quickly forgotten. This poll tests your knowledge about unexpected, groundbreaking, or historically significant celebrity product endorsements that changed the marketing landscape. Can you identify which unexpected celebrity-brand partnership actually happened?

This is a live public trivia poll on AIPolls.Net. Vote and see real-time results.

Bill Murray signed a formal contract with Wes Anderson to exclusively appear in Anderson's commercials for American Express
Bob Dylan appeared in a 2004 Victoria's Secret commercial despite previously criticizing consumerism in his music
Marilyn Monroe was posthumously digitally recreated for a 1999 Chanel No. 5 campaign, marking the first AI celebrity endorsement
Prince refused all endorsement deals except for a limited edition Purple Rain breakfast cereal in 1985