The question, involving a girl asking two boys to guess her birthday after giving them scant clues, first appeared in an April 8 test organised by the Singapore and Asian School Math Olympiads (SOSMA).
It was meant for 15- and 16-year-old elite secondary school students, but swiftly went global after a local television news presenter posted it on his Facebook page Saturday.
In the question, Cheryl gives her new friends Albert and Bernard 10 possible dates when they enquired about her birthday, before separately giving each of them further clues.
By yesterday Internet users around the world were posting meticulously detailed answers to the puzzle on social media networks such as Facebook and Reddit, only to prompt a slew of comments disputing their findings and methodology.
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Others posted sardonic comments about "coy Cheryl".
"Cheryl obviously didn't want Albert and Bernard at her party. Should have taken the hint when Cheryl decided to play this little game," wrote David Leong on Facebook.
The "mind-boggling" problem also made the mainstream media, with leading websites including the Guardian newspaper and Buzzfeed publishing articles about the puzzle.
The question was "actually from the secondary 3 and secondary 4 SASMO contests held on April 8, 2015", it said, adding it was "meant to sift out the better students".
Singapore is renowned worldwide for its national maths system, which has been emulated by schools in other developed countries and cities, including New York.