Goals from Leeds’ Sam Greenwood, Manchester City’s James McAtee and Blackburn’s Tyryhs Dolan secured the win for the Young Lions.
It has been revealed that the Blues boss travelled to Colchester to watch Andy Edwards’ side as part of his summer scouting mission.
Cowley was at the game to eye potential loans from Premier League outfits who could have an impact similar to Gavin Bazunu.
The break enabled the former Lincoln boss to step up his scouting roles with a host of games on his busy schedule.
We’ve taken a look at the Young Lions to see who the players who could arrive at Pompey moving forward.
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9. Cameron Archer
The striker is currently on loan from Premier League Aston Villa at Championship outfit Preston. Pompey were one of a host of League One and Championship clubs interested in acquiring the 20-year-old's services in January, yet no move to Fratton Park ever came to fruition. Since his move to Deepdale the striker has scored five times in 13 appearances as he looks to catch the eye of Steven Gerrard at Villa. Photo: Jacques Feeney
10. Leighton Clarkson
The 20-year-old started the campaign on loan from Liverpool at Blackburn. The midfielder ended his stay prematurely after making seven outings in the Championship. Since his return to Anfield he has amassed nine appearances for the Reds’ youngsters in the Premier League 2, scoring and assisting four goals. Photo: Nick Taylor/Liverpool FC
11. Sam Greenwood
Greenwood, one of the scorer's in the game, is currently coming through the ranks at Leeds. The striker has played 16 times for the Whites in the Premier League 2 so far this term and has found the net on eight occasions. The 20-year-old has appeared four times for the first team this season, and is another player with a bright future. Photo: Julian Finney
12. Tyrhys Dolan
A drop to League One will appear very unlikely for the 20-year-old in the summer after his impressive breakthrough campaign at Blackburn. The winger has scored five times in 32 outings for Tony Mowbray’s side to date as well as having four assists. His impressive season has since caught the eye of multiple Premier League outfits with Brighton and Spurs favourites to sign the youngster. Photo: Stu Forster