Some golfing nitpicks:

• Instead of int(rand 2)?'':'-', you can write '-'x rand 2, saving seven characters.
• No need to quote 987654321, Perl will happely turn this integer into a string for you. This saves two characters.
• Use $` instead of pos(). Three characters.
• If you use an empty pattern in the substitution, Perl will do the right thing. Another five characters.
• Use s### instead of s[][] for one character savings.

Result:

$ perl -e'($_=987654321)=~s##$`?(qw[+ - * /],("")x4)[rand 8]:"-"x rand
+ 2#ge while 2006!=eval;print'
9+8*7+654*3-21
[download]

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