A 1960s canvas by Pop master Roy Lichtenstein, coming from the collection of a legendary New York collector-dealer who famously patronized the Pop artists, could become one of the artist’s top works to sell at auction.

Anxious Girl (1964) bears an estimate of between $40 million and $60 million. If it achieves its high estimate, it will be his second-priciest work at any public sale. The painting, which will lead the house’s marquee 20th-century art evening sale on May 18, comes from the holdings of Holly Solomon and her husband Horace.