Tony Adams’ men took on Dutch side Heerenveen in their final group game of their 2008 Uefa Cup journey.
Pompey failed to qualify for the knockouts after picking up one point in their first three games in the group stage.
Goals from Herman Hreiðarsson and a double from Peter Crouch made sure the Blues finished above the Eredivisie outfit in Group E.
Here’s the starting XI from that December day and what they’ve been up to since….
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5. Marc Wilson
A product of the Pompey Academy, the Irishman spent four years in the first team before leaving in 2010. After leaving Fratton Park in 2010 Wilson spent six years at Stoke before moves, to Bournemouth, Sunderland and West Brom. After leaving Bolton in 2019, he joined Prottur Vogum as a player-coach alongside Hermann Hreiðarsson (Photo by Richard Heathcote/Getty Images) Photo: Richard Heathcote
6. Nadir Belhadj
The Algerian left-back played 70 times in his two-year stay in PO4 between 2008 and 2010. The 39-year-old left Qatari side Al-Sadd following a 11-year spell after his Pompey departure. He returned to his former club CS Sedan-Ardennes in the summer and has played 13 times for the French club. (Photo by Bryn Lennon/Getty Images) Photo: Bryn Lennon
7. Papa Boupa-Diop
The central midfielder was a key part in Pompey’s Fa Cup success as well as their first European run. He made 67 appearances in blue during his three-year stay, before moving to AEK Athens and West Ham before retiring at Birmingham in 2013. Unfortunately the favourite died in 2020 following a long battle with illness. (Photo by Phil Cole/Getty Images) Photo: Phil Cole
8. Richard Hughes
The Scot spent nine years at Fratton Park and was a part of the Championship and FA Cup success, as well as the European journey. He played 164 ties for the Blues before later joining Bournemouth, where he retired in 2014. Hughes currently runs the Mele e Pere restaurant in Soho, London alongside his brother, has worked as a pundit on BT Sport and technical director at Bournemouth. (PICTURE:STEVE REID(075168-27)) Photo: Steve Reid