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.
9. RW Adrian Segecic
The Aussie winger is probably pinching himself at the prospect of facing one of the world's top sides, in his first season in English football. Photo: Graham Hunt
10. CAM John Swift
Interesting one this. Will John Mousinho want to stiffen up his midfield and continue with Swift in front of the double pivot. Could well opt for Conor Chaplin, however, with his experience and ability to retain possession or likely a split shift. | Graham Hunt/ProSportsImages
11. LW Harvey Blair
Could be a huge opportunity for Blair in Josh Murphy's absence, one he needs to take with both hands. Franco Umeh is an obvious alternative. | Graham Hunt Photo: Graham Hunt
12. CF Colby Bishop
Last minutes came against QPR before rolling his ankle. Lack of playing time means his playing time will certainly be managed with Sheffield Wednesday to come next week. Photo: Graham Hunt