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.
1. Pompey v Arsenal: Predicted line-up
Here's the predicted Pompey line-up to face Arsenal in the FA Cup. | The News
2. GK Nico Schmid
Disappointing and uncharacteristic Bristol City display, frankly will likely need to have a blinder on Sunday. Photo: Graham Hunt
3. RB Terry Devlin
Whoever Devlin is up against he's going to have his hands full on a landmark day in his young career. Photo: Graham Hunt
4. CB Regan Poole
Plenty of that body-on-the-line defending is going to be required by the Welshman. | Graham Hunt/ProSportsImages