But despite the Blues’ proud record in the competition in recent seasons – and Posh’s decision to go stronger than expected for the last-16 tie – Kenny Jackett is set to reshuffle his pack for the game at London Road.
The News has been told that none of the starting XI involved at Bristol City on Sunday will kick-off tonight’s fixture, which means an entirely line-up will take the field.
It will no doubt be a blend of youth and experience – as has been the case for all of Pompey’s Trophy games this season.
But who will Jackett call upon?
Well, here’s who we think will start…
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5. Harvey Rew - left-back
With Lee Brown Pompey's only senior left-back at the moment, Kenny Jackett is not likely to risk his vice-captain at London Road. That means the Gosport lad could be given the chance to add to his appearance against West Ham under-21s in the group stage. Photo: Robin Jones
6. Ben Close - central-midfield
The midfielder hasn't started a league game since Plymouth away on November 16. He'll likely accompany Bryn Morris is the centre of midfield in a 4-2-3-1 formation and will be keen to impress as he tries to regain the manager's faith amid talk of midfield reinforcements this month. Photo: Graham Hunt
7. Bryn Morris - central-midfield
As Andy Cannon's stock rises, Morris' has gone the other direction. A favourite of the manager's at the start of the season, he hasn't featured in the league since Oxford on November 24. He needs game time, though, and tonight's match will provide that. Photo: Jason Brown
8. Harrison Brook - right-wing
With Marcus Harness and Ryan Williams needed for forthcoming league games, the 17-year-old could be handed his first start, after making a substitute appearance against the Hammers' youngsters. Photo: Robin Jones