The third round clash with the Gunners could hardly have arrived at a more challenging time for John Mousinho’s men, who are decimated by injury.
That provides a challenge for the Blues boss, as he looks to put out a competitive side with obvious Championship survival considerations, too.
Here’s how we think the Pompey boss will go, as he takes on the potential top-flight champion’s huge array of talent.
17. Sub 5 Franco Umeh
Got a cameo against Charlton on December 29 and some more minutes against Arsenal isn't out of the question. Photo: Graham Hunt
18. Sub 6 Luke Le Roux
Not been up to the level since £1m arrival, but is definitely required at present amid the injury issues. Photo: Graham Hunt
19. Sub 7 Conor Chaplin
There's every chance Chaplin could be favoured over John Swift if John Mousinho is attacking in his selection. Definitely has a major role to play. Photo: Graham Hunt
20. Sub 8 Tayo Singerr
What a moment it could be for the academy lad to be involved a couple of weeks on from playing for Moneyfields! | Graham Hunt/ProSportsImages