Sounds like a lot of good sugesstions so far. One thing often overlooked, if your friend has a watch that takes a battery, have it changed before deploying. I had my watch battery go out about a month into Desert Storm and it was almost impossible to get another. I for one, hate to not know the time and often in military ops, it is crtical to have a timepiece!
I also recommend a Camelback, Potable Aqua tabs and lots of extra t-shirts. It gets pretty cold in the ME in winter, so some warm clothes are also a necessity. Best wishes to your friend,, hope this helped some.
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No, I am not Bear Grylls, but I stayed at a Holiday Inn Express last night and Bear was there too!