Undrafted won the Diamond Jubilee Stakes for Frankie Dettori and American trainer Wesley Ward.
Ward is no stranger to success at the big meeting but all his previous winners had come in two-year-old races.
The final 100 yards turned into Australia versus America as Brazen Beau, who had ploughed a lone furrow throughout from his draw in stall 15, looked to be taking the prize Down Under.
However, Dettori, who could not have been further away from the Australian in terms of track position, made his move right round the outside of the field and prevailed by half a length.
Undrafted (14-1) was having his second run in England having finished fourth in the July Cup last summer.
Kevin Ryan's horses continue to run well and Astaire ran out of his skin to claim third ahead of Music Master.
Dettori said: "Wesley is a good friend of mine and a big supporter so it gives me so much pleasure to win this for him.
"I didn't want to kick too soon, he finishes so strongly.
"I haven't got close to Ryan (Moore in terms of winners), but I've had three and that's great."
Ward said: "We had a rough night, my daughter got a touch of the Bell's palsy so we were in hospital all night.
"Thankfully Derrick Smith (of Coolmore) got us fixed up with a great doctor and she was determined to be here today.
"This is unreal - it's really special for my little girl.
"This is the biggest race I've ever won, including Breeders' Cups and everything.
"He's been training great, he really has, and Frankie just has the magic touch.
"He's a magical guy, a real go-getter as we'd say.
"It would have been easy to have been closer to the pace but he came with a real late run.
"I don't know about the July Cup, we'll have a think about everything."
Craig Williams, rider of Brazen Beau, said: "We thought there might be a lack of speed and that was how it turned out.
"I was left in front but was confident as he'd done a lot of his training up a hill on his own.
"He just lost concentration a little with having nothing else near him and it would have been an advantage to have been around other horses.
"He was so gallant and tough and it would have been great if he'd held on."
Kevin Ryan said of Astaire: "He's run a fantastic race and the horse has proved he's on the way back up to being a top-class sprinter.
"Jamie Spencer has given him a fantastic ride and we've learned a little bit more about him today.
"The July Cup would be the obvious target."
Henry Candy said of Music Master: "Fergus Sweeney said he's longing to get him back over five furlongs as they were not going fast enough.
"He was too hard on the steel and consequently he didn't see his race out.
"As he's getting older, he's getting faster and I think we'll give the Nunthorpe a try. He deserves to win a Group One."