Pompey are hoping their Zulte Waregem relationship will finally pave the way for Khaleem Hyland's Premier League unveiling.
The 19-year-old has been beset by work-permit problems in his long-running bid to move to Fratton Park.
Hyland walked out on Trinidad & Tobago Pro League club San Juan Jabloteh in May when his contract expired and has since linked-up with the Blues.
But his dreams of playing on the south coast have been dashed by Home Office red tape.
The Trinidad & Tobago midfielder does not meet the work permit criteria, having failed to appear in enough competitive internationals.
This is despite him having been a regular for his country for more than a year and also appearing against England in a friendly last summer.
As the re-application process rumbles on, Hyland joined Waregem in January on loan until the end of the season.
The defensive midfielder has since become a regular, establishing himself as an integral part of their impressive push up to sixth in the Belgian top flight.
Hyland has appeared in all five of their matches since making his debut on February 7 in a 2-1 victory at Genk.
Since then he has tasted defeat just once, a 2-0 loss at league-leaders Anderlecht at the weekend – the only game he has failed to complete the full 90 minutes.
With the youngster also needing match fitness, his presence in Belgium is crucial on two fronts.
And with his case expected to be reviewed by the Home Office at the season's end, he could well be at Fratton Park in time for pre-season training.
Meanwhile, two other Pompey starlets who have been on loan at Waregem have since returned to Fratton Park.
Danijel Subotic and Andrea Mutombo both spent the first half of the campaign at the Rainbow Stadium before coming back to England at Christmas.
Subotic, an under-19 Swiss international striker, scored a memorable left-foot finish to clinch an eye-catching 2-1 victory over Standard Liege in December.
It was his only goal in 12 appearances, although just two of those were starts.
As for Mutombo, he netted within three minutes of his debut after coming on as a substitute against Mechelen back in August.
In total, the Brussels-born midfielder registered three times in 14 appearances, although again the majority of those were as a substitute.
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