Conor Chaplin has completed a move to League One side Coventry.
The 21-year-old striker has initially joined them on loan until January, when the move will become permanent for an undisclosed fee.
Chaplin said: “Playing for Pompey was an absolute dream for me. I’ve got some great memories that will last forever.
“I want to thank the fans and everyone else who has supported me during my many years at the club.”
"Playing for Pompey was an absolute dream for me. I’ve got some great memories that will last forever."
Blues boss Kenny Jackett added: “Conor’s a terrific character and has been searching for regular football.
“The signing of Andre Green means we have plenty of power along our front line now and gives us plenty of options.
“That allowed us to grant Conor his wish. He was in the final year of his contract here and eager for a fresh start.
“I understand that and everyone here at Pompey wishes him the very best for the future at his new club.”
Chaplin is a graduate of the Blues academy, who made his senior debut in a home defeat to Accrington back in December 2014.
A first goal arrived at Morecambe a few months later, while he played a key role in Pompey’s memorable League Two title success in 2016/17.