Olivia Wilde recently came out with a movie starring Harry Styles, whom Olivia is also seeing. Harry Styles used to be in One Direction. This is why the Letterman peeps likely posted it.
The Letterman channel posts a lot of videos timed to what's going in the real world in 2022. When a famous person dies, they'll post a clip of their old Letterman interview. When a famous person launches a talk show, as Jennifer Hudson recently did, they'll post an old clip of her. When a famous past guest retires (Serena Williams), they'll post a clip about her. So why post a clip of One Direction on September 23? Well, September 23 marked the release of an extremely famous movie starring a member of One Direction, which is currently No. 1 at the box office.