The problem is that virtualbox-ose-source depends on "linux-headers-generic | 
linux-headers".
"linux-headers" is a virtual package, and as far as I know, this needs an 
alternative in the "Depends". Since linux-headers-generic is used there, you 
get this installed, although you appear to need linux-headers-386.

Is there a particular reason why you are using the -386 kernel?
Either switch to the -generic kernel, or install linux-headers-386 to make 
virtualbox-ose-source/DKMS working.

** Changed in: virtualbox-ose (Ubuntu)
   Importance: Undecided => Medium
       Status: New => Triaged

** Summary changed:

- [Jaunty] virtualbox-ose-source does not find kernel source and thus fails 
installation
+ [Jaunty] virtualbox-ose-source does not find kernel source due to depends on 
"-generic" as alternative

-- 
[Jaunty] virtualbox-ose-source does not find kernel source due to depends on 
"-generic" as alternative
https://bugs.launchpad.net/bugs/334528
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