Sorry, no online dictionaries contain the exact phrase challenging target.
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Reverse dictionary results:
1. ambitious
 2. moon
3. teens
4. boss
5. arduous
6. chip
7. demanding
8. difficult
9. gauntlet
10. hard
 11. harder
12. oral
13. ornery
14. set
15. task
16. tough
17. accost
18. easy
19. etude
20. mcjob
 21. test
22. worst
23. iconoclast
24. lying
25. against
26. age
27. aim
28. aiming
29. ambition
30. anchor
 31. anchoring
32. arena
33. atom
34. bash
35. bashing
36. beard
37. bite
38. brain
39. bull
40. butt

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You can look up the words in the phrase individually using these links:   challenging ?   target ?
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