Yeah, I agree with pp. He seems to have a bit of anxiety, so unless there's a reason for him to make a decision, do it for him for a while. If he complains about not getting choices, then start him slowly.
When he does make a choice, appreciate that about him. "I know choices are hard for you. You made that quickly".
When he starts to roll his eyes at that, you know you did your job.
BTW: my friend's daughter (now 12) struggled with that. She has since been diagnosed with OCD (after nearly starving herself for fear of germs at 8), and is on a mild anti-depressent. Thankfully, that has helped her enormously, and she functions more typically. I'm just saying that sometimes there are issues, and it may take a while to figure out whether his thing is attention seeking or a real issue. Just support him were you can without rewarding the behavior.